Uptown holiday rentals

We found 378 holiday rentals — enter your dates for availability

Discover a selection of 140 homes, 28 apartments and other holiday rentals in Uptown that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Uptown

Showing deals for:26 Sept - 3 Oct

Image gallery for 💲Romantic Renovated Secret Garden💲 Marble Floors & Bath – DT Just Half Mile - Beach Only 3

1st Floor of the Lemon Guesthouse - Easy Half Mile Walk to St George Street at the Center of the Historic District - 3 Miles to Vilano Beach or 5 to St Aug Beach
10 out of 10 rating
Exceptional
(76 reviews)

💲Romantic Renovated Secret Garden💲 Marble Floors & Bath – DT Just Half Mile - Beach Only 3

St. Augustine, FL

7% off
Price is AU$2,387
AU$341 per night
includes taxes & fees
💲Romantic Renovated Secret Garden💲 Marble Floors & Bath – DT Just Half Mile - Beach Only 3

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in Uptown?
Season, property type and length of stay are some of the things that can affect the price of a holiday home. Simply add your dates of travel to find your ideal fit. From quaint country cottages to sprawling luxury villas, all Stayz holiday homes offer amazing value.
How much does it cost to rent a beach house in Uptown?
When you travel and the style and size of the property will influence the cost of your beachside holiday home. Put in your Uptown travel dates to view your available options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the features and amenities you want.
What are the top attractions for families in Uptown?
Keep the kids occupied at these popular family-friendly attractions in Uptown:

  • St. Augustine Beach
  • Vilano Beach
  • St. Augustine Alligator Farm Zoological Park

How old do you have to be to rent a holiday home in Uptown?
The minimum age allowed can vary across properties on Stayz, so check the rules of the holiday home in Uptown you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Uptown for?
How long you can book a holiday home in Uptown differs according to the property. Simply enter your desired dates to display a list of options offering extended stays. With plenty of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you're sure to find a terrific place to call your home away from home in Uptown.